Literature DB >> 16262383

Regio- and stereoselective homocoupling of gamma-arylated tert-propargyl alcohols with liberation of a ketone molecule and successive cyclization to produce fluorescent dihydrofuran derivatives.

Atsushi Funayama1, Tetsuya Satoh, Masahiro Miura.   

Abstract

1,1-Disubstituted 3-aryl-2-propyn-1-ols undergo unprecedented regio- and stereoselective homocoupling with liberation of a ketone molecule in the presence of a rhodium catalyst to give the corresponding 2-hydroxymethyl-(E)-enynes. The subsequent cyclization of the enynes in the presence of a base affords fluorescent 2,3-dihydrofuran derivatives.

Entities:  

Year:  2005        PMID: 16262383     DOI: 10.1021/ja055452w

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

Review 1.  Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage.

Authors:  Gagandeep Kour Reen; Ashok Kumar; Pratibha Sharma
Journal:  Beilstein J Org Chem       Date:  2019-07-19       Impact factor: 2.883

Review 2.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

3.  A β-Carbon elimination strategy for convenient in situ access to cyclopentadienyl metal complexes.

Authors:  G Smits; B Audic; M D Wodrich; C Corminboeuf; N Cramer
Journal:  Chem Sci       Date:  2017-08-24       Impact factor: 9.825

  3 in total

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